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A Legacy of Trust:
30 Years and Counting

 

30 Years of Trust, Relationships & Legacy

Since 1993, Caldwell Trust Company has been built on a simple but enduring foundation: trust, integrity, and a genuine commitment to the people and communities we serve.

What began more than three decades ago has grown into a legacy shaped by generations of clients, dedicated team members, lasting relationships, and a shared belief in doing what’s right for the people we serve. Along the way, we’ve celebrated milestones, embraced change, welcomed new opportunities, and grown as a company—while remaining grounded in the values that have guided us from the beginning.

As we reflect on our roots in 1993 and the journey that followed, we’re grateful for everyone who has played a part in the Caldwell Trust story. Most of all, we’re grateful for the trust our clients, families, and communities have placed in us throughout the years.

Today, more than three decades later, our purpose remains unchanged: to serve our clients with integrity, excellence, and a long-term perspective—helping them protect what they’ve built, pursue what matters most, and create a lasting legacy for the future.

This is a look back at the people, moments, milestones, and ideas that have shaped Caldwell Trust Company—and a celebration of the relationships that continue to shape where we’re going.

Here’s to where we’ve been, the people who helped us get here, and the future we’re building together.

Wealth, Legacy, and Over Three Decades of Excellence — The Way It’s Meant to Be



Who we are

Caldwell Trust Company exists to provide personal, traditional and independent trust services. Our team offers a full range of integrated services, tailored to your individual priorities, to help you enhance and protect your legacy for generations to come. 

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The Caldwell Timeline

With immense pride and gratitude, we are thrilled to announce the 30th anniversary of Caldwell Trust! Join us as we commence the celebration by reflecting on pivotal moments that have sculpted our culture, and our legacy.



Over the past three decades, we have had the honor of serving our community with steadfast dedication and a steadfast commitment to excellence. Our journey has been characterized by trust, integrity, and the meaningful relationships we have cultivated with our clients and community.



Cheers to 30 years of Caldwell Trust Company and to the numerous upcoming years of financial success and continued community service!

 

 

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1993
Grand Opening of Original Office

1994
Founding Board Members

2007
Roland Caldwell Retires, R.G. "Kelly" Caldwell Accepts Role as President & CEO

2014
Awarded Venice Chamber of Commerce Large Business of The Year

2020
Achieves $1 Billion in Assets Under Management

2022
Grand Opening of Downtown Sarasota Office

2023
Caldwell Trust Company Celebrates Its 30th Anniversary

2025
Grand Opening of The Vero Beach Office